USPatentGranted
B2

Use of solubilized, anionic polyurethanes in skin care compositions

Granted 21 Dec 2010 · 24 office actions

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Abstract

This patent pertains to the use of anionic polyurethanes in a solubilized state which contribute to enhanced aesthetics to skin care compositions. The polyurethanes may be used alone or in combination with another polymer, particularly acrylate and methacrylate polymers.

Description

13 parts
›BACKGROUND OF THE INVENTION

The present invention relates to the use of solubilized, anionic polyurethanes in skin care compositions.

Polyurethanes are known in the art as thickeners for compositions containing surface-active agents and for their use in hair fixative applications. U.S. Pat. Nos. 5,626,840; 5,968,494; and 6,291,580 as well as European Patent Application 99102797.0 (Publication No. EP 0 937 541) all disclose polyurethanes with carboxylate functionality for hair fixative applications.

Polyurethanes are also known for other applications, including cosmetic compositions. However, such polyurethanes are typically formulated in the dispersed state. Polyurethane dispersions are easier to manufacture than solutions. However, dispersed polyurethanes may result in many undesirable properties when formulated in cosmetic formulations. Dispersed polyurethanes are not good film formers, and their use may result in greasy, harsh or uneven feel, long application times, shiny appearance, poor substantivity and/or grittiness.

Other polymers are commonly used in skin care formulas, such as polyacrylates and polymers prepared from alkenes. From a formulator's standpoint, those polymers suffer from the need to heat at elevated temperatures, optionally in the presence of neutralizing agents, to assist in solubilization.

Surprisingly, it has now been discovered that the use of anionic polyurethanes in a solubilized state contribute enhanced aesthetics to skin care compositions without the disadvantages of previously known compositions.

›SUMMARY OF THE INVENTION

This patent pertains to the use of anionic polyurethanes in a solubilized state which contribute to enhanced aesthetics to skin care compositions.

›DETAILED DESCRIPTION OF THE INVENTION

This patent pertains to the use of anionic polyurethanes in a solubilized state contributing to enhanced aesthetics to skin care compositions.

Any anionic polyurethanes may be used in the skin care compositions of the present invention, including without limitation, those disclosed in U.S. Pat. Nos. 5,626,840; 5,968,494; and 6,291,580 as well as European Patent Application 99102797.0 (Publication No. EP 0 937 541), hereby incorporated by reference. Particularly suitable are anionic polyurethanes, more particularly polyurethanes which incorporate 2,2-hydroxymethyl substituted carboxylic acid. In one embodiment, the polyurethane is limited by the proviso that it not contain a polycondensate of lactic acid.

The polyurethane may be used alone, or in combination with other polymers including, without limitation, acrylate and methacrylate polymers, as well as acrylamide/methacrylamide-based polymers, and polymers derived from other monomers such as maleic anhydride, maleates, butadiene, styrene and its derivatives, vinyl esters, isobutylene, maleimide and substituted maleimides, vinyl amides such as vinyl pyrrolidone and its derivatives, vinyl lactams such as polyvinyl caprolactam, itaconic acids and its esters, alkenes such as eicosene, zwitterionic monomers, cationic monomers such as acrylamidopropyltrimethylammonium chloride and vinylimidazolium chloride. Other combinations include polyesters, polyethers, polyamides, polyesteramides, polyoxazolines, polyols, polyalkylene glycols, other urethane-containing polymers, hydrogels, silicones and silicone-containing copolymers, natural and modified polymers such as cellulose, starches, xanthan, shellac, alginates, guars and other natural and modified gums. A particularly suitable combination is the polyurethane in combination with acrylate and methacrylate polymers, particularly with a poly(meth)acrylate. Such combination may be in any form, including without limitation a simple mixture, a copolymer, or an interpenetrating polymer network.

The polyurethane or polyurethane mixture is solubilized in a suitable solvent using techniques known in the art. Such solvents include without limitation alcohols such as methanol, ethanol, propanol, ethers, esters such as ethyl acetate and propyl acetate, diols such as ethylene glycol, polyols such as glycerol and sorbitol, amides, carbamates, sugars, substituted ethers such as dipropylene glycol dibutyl ether, and non protic polar solvents such as N-methyl pyrrolidone. An advantage of the present polyurethanes is that they do not require thermal energy or long stirring time for solubilization and they may be sold in a dissolved form (solution).

The solubilized polyurethane or polyurethane mixture is advantageous as it may be added directly to the skin care composition without the need for neutralization or may be sold in a neutralized form. In one embodiment of the present invention, the polyurethane is not neutralized.

The solubilized polyurethane or polyurethane mixture may be used in any skin care composition. Such skin care compositions are intended to include without limitation sunscreen and suntan compositions, after-sun compositions, hand and body moisturizers, face creams and lotions, skin tightening and firming compositions, and cleansing compositions, color cosmetics, and whitening compositions.

The solubilized polyurethane or polyurethane mixture is typically present in an amount of at least about 0.1%, more particularly at least about 0.2, most particularly at least about 0.5 and no more than about 15%, more particularly no more than about 10%, most particularly no more than about 5%, by weight of the skin care composition.

Other additives commonly used in skin care compositions may be present in amounts known in the industry. Such additives include without limitation oils, waxes, acidifying or alkalinizing agents, preservatives, active agents, thickeners, emulsifiers, UV agents, emollients, fragrances, antioxidants, odor absorbents, defoamers, lightening agents, pigments, vitamins, botanicals, proteins, enzymes and coenzymes, and colors. In a particularly suitable embodiment, no plasticizer is used.

Yet other additives that can be present in the formulations which can provide therapeutic effects, such as in the treatment of dermatitis hypetiformis, warts, urticaria, hives, scars, keloids, scleroderma, lupus erythematosus, hirsutism, acne, pimples, athlete's foot, herpes, and other conditions as described in Modern Pharmaceutics, 3 rd edition, ed. Gilbert Banker, Christopher Rhodes, Marcel Dekker, New York (1995). As used herein, therapeutic additives will be used to describe such additives.

The resultant skin care compositions have enhanced aesthetics due to the presence of the solubilized anionic polyurethane. Such enhancement may include reduction in greasiness, reduction in gloss, lighter feel, improved smoothness and increased adsorption. The polyurethanes also impart film-forming benefits of importance in moisturizing compositions and stabilizing benefits for colloidal or emulsified systems. Further, the solubilized polyurethane or polyurethane mixture are soluble in aqueous-based formulations and removable by using water or traditional cleansing systems such as soaps and body washes.

The enhanced skin care compositions are applied in the same manner as those known in the art.

›EXAMPLES

The following examples are presented to further illustrate and explain the present invention and should not be taken as limiting in any regard. All percents used are on a weight/weight basis.

›Examples9
›Example 1

Hand and Body Moisturizing Lotions

A. Polyurethane in the Aqueous Phase

Phase B was combined and heated to 80° C. Phase A was combined and heated to 80° C. Phase A was then added to Phase B and mixed for 15 minutes. The mixture was cooled to 40° C. Phase C was combined and added to mixture A/B at 40° C., mixing thoroughly. Phase D was added to mixture A/B/C and mixed until uniform. The mixture was cooled to room temperature.

B. Polyurethane in the Oil Phase

Phase B was combined and heated to 80° C. Phase A was combined and heated to 80° C. Phase A was added to Phase B and mixed for 15 minutes. Mixture A/B was cooled to 40° C. Phase C was added to mixture A/B at 40° C., mixing until uniform. The mixture was cooled to room temperature.

›Example 2

Skin Tightening Emulsion

Phase B was combined and heated to 80° C. Phase A has combined and heated to 80° C. Phase A was added to Phase B at 80° C. and mixed for 15 minutes. The mixture was cooled to 40° C., and Phase C was added, mixing thoroughly. The mixture was cooled to room temperature.

›Example 3

Moisturizing Face Cream

A.

Phase B was combined and heated to 80° C. Phase A was combined and heated to 80° C. Phase A was added to Phase B at 80° C. and mixed for 15 minutes. The mixture was cooled to 40° C., and Phase C was added, mixing thoroughly. The mixture was cooled to room temperature.

B. Example 3A was repeated except that FLEXAN® 130 polymer was partially substituted for the polyurethane/polyacrylate.

›Example 4

Moisturizing Face Lotion

A.

Phase B was combined and heated to 80° C. Phase A was combined and heated to 80° C. Phase A was added to Phase B at 80° C. and mixed for 15 minutes. The mixture was cooled to 40° C., to which Phase C was added, and mixed until uniform. The mixture was cooled to room temperature.

›Example 5

Sunscreen Emulsion

A.

The first three ingredients of Phase A were combined and mixed well. Neo Heliopan BB was added and mixed at room temperature for 10 minutes. While mixing, the mixture was heated to 80° C. Parsol 1789 was added and mixed for 5 more minutes while keeping temperature at 80° C. Tego Care 450 was added and mixed 2-3 minutes. Syncrowax ERL-C was added and mixed for another 2-3 minutes. The remaining ingredients of Phase A are added and mixed, keeping the temperature of Phase A at 80° C.

In a separate vessel, Carbopol EDT2020 was sifted in room temperature deionized water and mixed while heating to 75°-80° C. Versene 100 was added when Carbopol EDT2020 was completely dispersed.

Butylene Glycol and TEA were premixed and the polyurethane/polyacrylate was added. The deionized water of Phase C was heated to 85° C. then added to the other components of phase C at 85° C. Phase C was mixed for 5 minutes while keeping temperature at 80-85 C.

Phase A was slowly added to Phase B. Phase D was then added to mixture A/B until a pH of 6.5-6.6 is reached and mixed well. High shear mixing was applied and Phase C was added to mixture A/B/D at a temperature of 80-85° C. Phase E was added at a temperature of no more than 55° C. While cooling to 30° C., moderate mixing was applied. The mixture was then homogenized (˜9,000 rpm) at 30° C. for 3-5 minutes. The water loss was calculated and added back in to the mixture.

B. Example 5A was repeated except that the amount of polyurethane/polyacrylate used was 3.64% w/w (1.0% on a dry weight basis) and water was added to make up the weight.

C. Example 5A was repeated except that 2.00% w/w DERMACRYL® polymer (commercially available from National Starch and Chemical Company) was added in Phase C and the polyurethane/polyacrylate was not used.

A subjective sensory panel (8 panelists) compared Samples 5A and 5C with the following results shown in Table 1:

Table 1 shows that the polyurethane/polyacrylate sample is significantly less greasy, less tacky, less shiny and is more quickly absorbed than the comparative example.

D. Example 5A was repeated except that the polyurethane/polyacrylate was omitted and in Phase C, 0.63% w/w TEA was used. Sample 5A provided improved afterfeel after a gentle water rinse.

Samples D (control), A (2% polyurethane acrylate, dry basis), and C (2% Dermacryl, dry basis) were evaluated for in-vitro SPF efficiency. The control was found to confer a SPF of 36, as compared to 53 for sample A and 65 for sample C, demonstrating the film-forming behavior of solution polyurethanes.

›Example 6

Sunscreen Emulsions

A.

Water, Tetrasodium EDTA and Glycerin of Phase A were combined at room temperature. Carbomer was slowly sprinkled onto the surface while stirring. After incorporating all the Carbomer, Phase A was heated to 80° C. Phase B was prepared separately, heated to 80° C. and stirred until uniform. Phase B was slowly added to Phase A with mixing. When the mixture appeared uniform, Phase C was added with mixing. After achieving uniformity again, the heat was turned off and mixing was switched to sweep. Sweep mixing was continued throughout cool-down. Phase D was added with stirring at 45° C. Water was added to make up for loss during heating and stirred to room temperature.

B. Example 6A was repeated except that water was substituted for the polyurethane/polyacrylate.

Both samples produced a smooth, rich, white-colored emulsion. The samples were tested for SPF and water resistance using the following methodology.

Instrumentation:

A Labsphere UV1000S Ultraviolet Transmittance Analyzer was used to determine the absorbence spectra of the samples.

Substrate:

Vitro-Skin®—the skin was hydrated prior to use. Pieces of the Vitro-Skin® were cut to fit the slide mounts being used. A small hydration chamber was used. Approximately 200 ml of hydrating solution (30% glycerin in distilled water) were added to the chamber. The chamber was sealed and kept at a temperature of approximately 23° C. for sixteen (16) hours. This provided the recommended humidity atmosphere for hydration of the Vitro-Skin®. After Sixteen (16) hours, the skin was ready for use. Test materials were applied to the rough side of the Vitro-Skin®.

Five samples of substrate were used for each sample. One reference sample was also be prepared.

The substrate was placed on a balance and a 2 mg/cm 2 portion of the sample was applied using a syringe with a fine blunt needle. The substrate was removed from the balance and transferred to a foam block to simulate the flexibility of human dermis. The sample was distributed on the substrate by dotting the sunscreen on and noting the weight. The sunscreen-coated substrate was removed from the balance and spread evenly over the site using a fingercot for 20-30 strokes (approximately 20 seconds).

After product application, the samples were allowed to dry for at least 15 minutes to let the emulsion break down. A blank (no sunscreen applied) substrate will serve as the reference untreated control.

Measurements:

Measurements were performed using the Labsphere UV-1000S Ultraviolet Transmittance Analyzer. A baseline scan was performed using the reference sample. A second scan of the reference sample was run.

The results demonstrated a flat baseline at 100% ±0.5%.

Measurements for the sunscreen-substrate were then performed. Five measurements per sample were performed at various spots on the sample to ensure proper spreading of the test material.

Water-Resistant

METHODOLOGY: The Vitro-Skin® was immersed in a water bath for forty (40) minutes. After the dry time, the sunscreen-substrate preparation was insulted with a full spectrum UV dose corresponding to 1 MED times ⅓ the test material SPF value. It was calculated as follows:

U ⁢ ⁢ V ⁢ ⁢ Dose = SPF 3 × 1 ⁢ ⁢ J ⁢ / ⁢ cm 2

Very Water-Resistant

METHODOLOGY: The Vitro-Skin® was immersed in a water bath for eighty (80) minutes. After the dry time, the sunscreen-substrate preparation was insulted with a full spectrum UV dose corresponding to 1 MED times ⅓ the test material SPF value. It was calculated as follows:

As can be seen from Table 2, the use of the polyurethane/polyacrylate added SPF protection as well as water resistance.

›Example 7

Water Resistant Sunscreen

Phase B ingredients were combined and heated to 75° C. while mixing. The mixture was cooled to room temperature and premixed Phase A was added.

›Example 8

Sunscreen with Emulsified Polyurethane

Phase A ingredients were premixed. Phase B ingredients were premixed and slowly added to Phase A while homogenizing. A white, thin emulsion formed.

›Example 9

Moisturizing Lotion

Phase A ingredients were mixed well. Phase B ingredients were mixed and slowly added to Phase A. The mixture was homogenized.

›Tables in the description — 12
1 Mixture of polyurethane and acrylates copolymer with polyurethane as the major component, 28% solids, 25% ethanol.
IngredientsINCI Designation% w/wSupplier
Phase A
Carnation WhiteMineral Oil10.00Penreco
Mineral Oil
Estol 1517Isopropyl6.00Uniqema
Palmitate
Emersol 132Stearic Acid T.P2.00Emery
Cetyl AlcoholCetyl Alcohol1.00
CeralanLanolin Alcohol0.50Amerchol
Arlacel 165Glyceryl3.50Uniqema
Stearate/PEG-
100 Stearate
DC 345Fluid1.00Dow Corning
Cyclomethicone
DC 556Fluid Phenyl1.00Dow Corning
Trimethicone
Vitamin ETocopheryl1.00Roche
Acetate-CAcetate
PropylparabenPropylparaben0.10
Phase B
Deionized WaterWater (Aqua)65.74
TriethanolamineTriethanolamine0.65Dow
(99%)
Carbopol UltrezCarbopol Ultrez0.16Noveon
MethylparabenMethylparaben0.15
Trisodium EDTATrisodium EDTA0.05AKZO
Phase C
Propylene GlycolPropylene Glycol3.00
Polyurethane/Poly-Polyurethane7.28National Starch
acrylate 1(and)and Chemical
polyacrylateCompany
copolymer
[proposed]
Phase D
Germall IIDiazolidinyl Urea0.15Sutton Labs
1 Mixture of polyurethane and acrylates copolymer with polyurethane as the major component, 28% solids, 25% ethanol.
IngredientsINCI Designation% w/wSupplier
Phase A
Mineral OilMineral Oil10.00Penreco
Estol 1517Isopropyl6.00Uniqema
Palmitate
Emersol 132Stearic Acid T.P2.00Emery
Cetyl AlcoholCetyl Alcohol1.00
CeralanLanolin Alcohol0.50Amerchol
Polyurethane/poly-Polyurethane7.28National Starch
acrylate 1(and)and Chemical
polyacrylateCompany
copolymer
[proposed]
Phase B
Deionized WaterWater (Aqua)69.05
TriethanolamineTriethanolamine0.65Dow
(99%)
Carbopol UltrezCarbopol Ultrez0.16Noveon
Phase C
PhenonipPhemoxyethanol,0.80Nipa
Methylparaben,
Butylparaben,
Ethylparaben,
Propylparaben
1 Mixture of polyurethane and acrylates copolymer with polyurethane as the major component, 28% solids, 25% ethanol.
IngredientsINCI Designation% w/wSupplier
Phase A
Emulgade SEGlyceryl7.00Care Chem
Stearate,
Ethoxylated
Cetearylachohol,
Cetearyl alcohol,
Cetyl palmate
Lipoval COCastor Oil6.00Chas Chem
Pristerene 4911Stearic Acid3.00Uniquema
Prisorine 2040Glyceryl2.00Uniqema
Monoisostearate
Pricerene 9088Glycerin2.00Uniqema
Fancol CBCocoa Butter1.00Fanning
Lipovol WGOWheat Germ Oil1.00Lipo
PropylparabenPropylparaben0.10
Phase B
Deionized WaterWater (Aqua)70.6
Polyurethane/poly-Polyurethane2.50National Starch
acrylate 1(and)and Chemical
polyacrylateCompany
copolymer
[proposed]
FLEXAN ® 130Sodium2.50National Starch
polymerPolystyreneand Chemical
SulfonateCompany
STRUCTURE ®Potato starch2.00National Starch
SOLANACEmodifiedand Chemical
polymericCompany
thickener
MethylparabenMethylparaben0.15
Phase C
Germall IIDiazolidinyl Urea0.15
1 Mixture of polyurethane and acrylates copolymer with polyurethane as the major component, 28% solids, 25% ethanol.
IngredientsINCI Designation% w/wSupplier
Phase A
Emulgade SEGlyceryl7.00Care Chem
Stearate,
Ethoxylated
Cetearylachohol,
Cetearyl alcohol,
Cetyl palmate
Lipoval COCastor Oil6.00Chas Chem
Pristerene 4911Stearic Acid3.00Uniquema
Prisorine 2040Glyceryl2.00Uniqema
Monoisostearate
Pricerene 9088Glycerin2.00Uniqema
Fancol CBCocoa Butter1.00Fanning
Lipovol WGOWheat Germ Oil1.00Lipo
PropylparabenPropylparaben0.10
Phase B
Deionized WaterWater (Aqua)72.20
Polyurethane/poly-Polyurethane5.00National Starch
acrylate 1(and)and Chemical
polyacrylateCompany
copolymer
[proposed]
Carbopol 940Carbomer0.20Noveon
TriethanolamineTriethanolamine0.20Dow
(99%)
MethylparabenMethylparaben0.15
Phase C
Germall IIDiazolidinyl Urea0.15
1 Mixture of polyurethane and acrylates copolymer with polyurethane as the major component, 28% solids, 25% ethanol.
IngredientINCI Designation% w/wSupplier
Phase A
Arlacel 165Glyceryl Stearate,7.00Uniqema
PEG-100 Stearate
Finsolv TNC12-15 Alkyl6.00Finetex
Benzoate
Cetyl AlcoholCetyl Alcohol5.00
Vitamin ETocopheryl1.00Roche Vitamins
Acetate-CAcetate
dl-alpha1.00Roche Vitamins
Tocopheryl
Acetate
DC 345Fluid1.00Dow Corning
Cyclomethicone
DC 556Fluid Phenyl1.00Dow Corning
Trimethicone
Phase B
Deionized WaterWater (Aqua)74.65
Carbopol 940Carbomer0.20Noveon
TriethanolamineTriethanolamine0.20Dow
(99%)
Versene 100Tetrasodium0.15Dow Chemical
EDTA
Phase C
Polyurethane/poly-Polyurethane2.00National Starch
acetate(and)and Chemical
polyacrylateCompany
copolymer
[proposed]
PhenonipPhenoxyethanol,0.80Nipa
Methylparaben,
Butylparaben,
Ethylparaben,
Propylparaben
1 Mixture of polyurethane and acrylates copolymer with polyurethane as the major component, 28% solids, 25% ethanol.
IngredientINCI Designation% w/wSupplier
Phase A
Finsolv TNC12-15 Alkyl6.00Finetex
Benzoate
Neo HeliopanOctyl Salicylate5.00H & R
OS
Neo HeliopanEthylhexyl7.50H & R
AVMethoxycinna-
mate
Neo HeliopanBenzophenone-34.00H & R
BB(Oxybenzone)
Parsol 1789Butyl1.60Roche
Methoxydiben-
zoylmethane
(Avobenzone)
Tego Care 450Polyglyceryl-33.00Goldschmidt
Methylglucose
Distearate
Syncrowax ERL-C18-36 Acid0.60Croda
CGlycol Ester
DC 200 Fluid, 10Dimethicone3.00Dow Corning
CST
Vitamin ETocopheryl0.10Roche
AcetateAcetate
Phase B
Deionized WaterWater (Aqua)20.00
Carbopol EDTAcrylates/C10-0.18Noveon
202030 Alkyl Acrylate
Crosspolymer
Versene 100Tetrasodium0.15Dow Chemical
EDTA
Phase C
1,4 ButanediolButylene Glycol4.00BASF
TEA 99%Triethanolamine0.18Union Carbide
Deionized WaterWater (Aqua)41.11
Polyurethane/poly-Polyurethane7.28National Starch
acrylate(and)(2.0%and Chemical
polyacrylatedry basis)Company
copolymer
[proposed]
Phase D
TEA 99%Triethanolamine0.08Union Carbide
Phase E
PhenonipPhenoxyethanol,0.80Nipa
Methylparaben,
Butylparaben,
Ethylparaben,
Propylparaben
TABLE 1
SampleExample 5AExample 5C
Smooth/soft5/83/8
Greasy1/87/8
Quick absorption7/81/8
Tacky0/88/8
Drag2/86/8
Gloss1/87/8
Light Feel4/84/8
After feel5/83/8
1 Mixture of polyurethane and acrylates copolymer with polyurethane as the major component, 28% solids, 25% ethanol.
IngredientINCI Designation% w/w
Phase A
WaterWater, deionized75.70
Versene 100Tetrasodium0.20
EDTA
Princerine 9088Glycerine2.00
CarbomerCarbopol 9400.20
Phase B
Hall Brite TQDiethylhexyl3.10
naphthalate
Neo Heliopan AVOctyl3.10
Methoxycinnamate
Neo Heliopan OSOctyl Salicylate3.50
Parsol 1789Butyl Methoxydi-2.00
benzoylmethane
Dow 193Dimethicone1.00
Copolymer
Dow 200/100 cpsDimethicone1.00
Brij 721Steareth-210.80
Brij 72Steareth-21.00
Arlacel 165Glyceryl1.20
Stearate (and)
PEG-100
Stearate
PhenonipPhenoxyethanol,1.00
methylparaben,
ethylparaben,
propylparaben,
butylparaben
Phase C
WaterWater0.00
TEA (99%)Triethanolamine0.20
Phase D
PolyurethanePolyurethane/poly-4.00
(and) polyacrylateacrylate
copolymer
[proposed]
TABLE 2
Level-MeanWR*VWR*
PolymersolidsSPFSPFSPF
Sample 6A129.4710.259.87
Sample 6B026.071.78
WR* SPF - water resistant SPF, 40 min immersion
VWR* SPF - very water resistant SPF, 80 min immersion
IngredientAmount (% w/w)
Phase A
SDA-40 (Ethanol)71.50
Polyurethane8.00 (2.0% solids)
Phase B
C 12-15 Alkyl Benzoate7.50
Octyl Methoxycinnamate5.00
Octyl Salicylate5.00
Butyl Methoxydibenzoylmethane3.00
IngredientAmount (% w/w)
Phase A
Octyl Methoxycinnamate7.50
Octyl Salicylate5.00
Isopropyl Palmitate5.00
Polyurethane8.00 (2.0% solids)
Phase B
D.I. Water73.50
Preservatives1.00
IngredientAmount (% w/w)
Phase A:
C12-15 Alkyl Benzoate25.00
Polyurethane6.70 (1.675% solids)
Phase B
D.I. Water68.30
Preservatives1.00

Claims

6 · 1 independent · depth 3
123456
6 granted claims

Classifications

17 codes
IPC · International Patent Classification
Section A — Human necessities
  • A61Q19/00
  • A61Q19/10
  • A61K8/00
  • A61Q17/04
  • A61K8/81
  • A61Q19/02
  • A61Q19/04
  • A61Q19/08
  • A61K8/87
  • A61K8/02
  • A61K8/72
  • A61K8/06
Section C — Chemistry; metallurgy
  • C08L75/04
  • C08L33/06
USPC · US Patent Classification
424/78.3424/401424/59

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OfficePublicationKindPublishedFiledStatusTitle
USUS-2003190294-A1A19 Oct 20034 Apr 2002publishedUse of solubilized, anionic polyurethanes in skin care compositions
USUS-2004228812-A1A118 Nov 200430 Mar 2004publishedUse of solubilized, anionic polyurethanes in skin care compositions
USUS-7850954-B2B214 Dec 201030 Mar 2004grantedUse of solubilized, anionic polyurethanes in skin care compositions
USthis patentUS-7854925-B2B221 Dec 20104 Apr 2002grantedUse of solubilized, anionic polyurethanes in skin care compositions
EPEP-1352642-A2A215 Oct 20033 Apr 2003publishedUtilisation de polyuréthanes anioniques solubilisés dans des compositions de soin de la peaufr
EPEP-1352642-A3A317 Mar 20043 Apr 2003publishedUtilisation de polyuréthanes anioniques solubilisés dans des compositions de soin de la peaufr
EPEP-1352642-B1B112 Oct 20113 Apr 2003grantedUtilisation de polyuréthanes anioniques solubilisés dans des compositions de soin de la peaufr
JPJP-2004035544-AA5 Feb 20044 Apr 2003published可溶化されたアニオン性ポリウレタンを使用したスキンケア組成物ja
JPJP-2009067799-AA2 Apr 200916 Oct 2008published可溶化されたアニオン性ポリウレタンのスキンケア用組成物での使用ja
JPJP-4955190-B2B220 Jun 20124 Apr 2003granted可溶化されたアニオン性ポリウレタンを使用したスキンケア組成物ja
›Other offices — 3 members
OfficePublicationKindPublishedFiledStatusTitle
ATAT-E527987-T1T115 Oct 20113 Apr 2003grantedVerwendung von solubilisierten, anionischen polyurethanen in hautpflegezusammensetzungende
AUAU-2003203568-A1A123 Oct 200331 Mar 2003publishedUse of solubilized, anionic polyurethanes in skin care compositions
BRBR-0300876-AA24 Aug 20044 Apr 2003publishedUso de poliuretanos aniÈnicos, solubilizados, nas composições para tratamento da pelept

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